公开(公告)号：JPH04169575A

公开(公告)日：1992-06-17

申请号：JP29300790

申请日：1990-10-30

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TAGUCHI YOICHI ,  YASUMOTO MASAHIKO ,  TSUCHIYA TORU ,  YONEMOTO KATSUMI ,  SHIBUYA ISAO

IPC: C07D251/46

Abstract: PURPOSE:To easily obtain the subject compound useful as an intermediate for resin modifier, etc., in high yield by reacting an isothiocyanic acid ester in the presence of a base under high pressure, thereby converting the compound into a physiologically active compound. CONSTITUTION:The objective compound of formula can be produced by reacting an isothiocyanic acid ester of formula RNCS (R is alkyl or aryl) in a polar solvent (e.g. DMF) in the presence of a tert-amine catalyst (e.g. triethylamine) and a trace amount of water under a pressure of 1,000-12,000kg/cm at room temperature to 100 deg.C for 1-50hr, distilling out the solvent from the reaction mixture and carrying out vacuum distillation and purification of the product.

公开(公告)号：JPH02235879A

公开(公告)日：1990-09-18

申请号：JP5588089

申请日：1989-03-08

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YASUMOTO MASAHIKO ,  TSUCHIYA TORU ,  SHIBUYA ISAO ,  GOTO MIDORI

IPC: A01N47/28 ,  A61K31/54 ,  C07D285/34

Abstract: NEW MATERIAL:A 2,6-bis(disubstituted amino)-4-dialkylthiocarbamoylimino-1,3,5- thiadiazine of formula I (R1 and R2 are each alkyl and may be linked to form a ring). EXAMPLE:2,6-bis(dimethylamino)-4-dimethylthiocarbamoylimino-1,3,-5-thi adiazine. USE:Useful for medicines, pesticides and as an intermediate. PREPARATION:A N,N-disubstituted cyanamide of formula II is reacted together with carbon disulfide at increased pressure to obtain the compound of the formula I. The molar ration of the compound of the formula II to the carbon disulfide is normally (1:10) - (10:1), although the stoichiometric molar ratio is 3:1. Higher pressure is preferable, but normally being 1,000 - 9,000atom. The reaction temperature is pref. 20 - 160 deg.C.

公开(公告)号：JPH1045719A

公开(公告)日：1998-02-17

申请号：JP11051997

申请日：1997-04-28

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TSUCHIYA TORU ,  SHIBUYA ISAO ,  TAGUCHI YOICHI ,  OISHI AKIHIRO ,  HONDA KAZUMASA

IPC: C07D223/08 ,  C07D225/02 ,  C09K3/00

Abstract: PROBLEM TO BE SOLVED: To easily obtain a new cyclic β-ketothioamide derivative having a chelating effect and a cyclic structure and useful as a separating agent or a recovering agent of a metal, a synthesis intermediate for various kinds of thioamide derivatives having substituted group at β-position, etc. SOLUTION: This cyclic β-ketothioamide derivative is represented by formula I (R is a hydrocarbon; A is a divalent hydrocarbon allowing O, S or N to intervene), e.g. N-methyl-3-oxo-ε-thiocaprolactam. The derivative of formula I is obtained by reacting a N-substituted lactam of formula II e.g. 1- methylpyrrolidin-2-one} with a bis(trialkylsilyl)thioketene of formula III (R , R and R are each an alkyl) and thereafter treating the reaction product with an alcohol.

公开(公告)号：JPH09295973A

公开(公告)日：1997-11-18

申请号：JP25572496

申请日：1996-09-27

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  GAMA YASUO ,  TSUCHIYA TORU ,  TAGUCHI YOICHI ,  OISHI AKIHIRO ,  GOTO MIDORI

IPC: C07D263/44 ,  A61K31/42 ,  A61K31/421 ,  A61K31/535 ,  A61K31/536 ,  A61K31/5377 ,  A61P31/04 ,  C07D265/06 ,  C07D265/10 ,  C07D265/12 ,  C07D265/26 ,  C07D498/04

Abstract: PROBLEM TO BE SOLVED: To obtain the subject two kinds of compounds each useful as an analgesic or germicide under mild conditions in high yield. SOLUTION: An α-hydroxycarboxylic compound of formula I (R and R are each H or an organic group; M is H or a salt-forming cation) is reacted with an organic isothiocyanate compound in the presence of a desulfurizing agent (e.g. silver trifluoroacetate) under basic conditions (e.g. in the presence of triethylamine), in a solvent if needed (e.g. in acetonitrile) at 0-200 deg.C to obtain the objective 2,4-diketoxazolidine compound of formula II. The other objective 2,4-diketometaoxazine compound of formula III (R and R are each H or an organic group) is obtained by reaction between a β-hydroxycarboxylic compound and an organic isothiocyanate compound under conditions similar to those mentioned above.

公开(公告)号：JPH08325269A

公开(公告)日：1996-12-10

申请号：JP12778395

申请日：1995-05-26

Applicant: AGENCY IND SCIENCE TECHN

Inventor： OISHI AKIHIRO ,  TAGUCHI YOICHI ,  SHIBUYA ISAO ,  TSUCHIYA TORU

IPC: B01J3/00 ,  C07D491/048 ,  C07D493/04

Abstract: PURPOSE: To simply and efficiently obtain a β-thioloctam derivative useful as a physiologically active substance such as a penicillin-like antibiotic and as its synthetic intermediate by reacting dihydrofuran with an isothiocyanic acid ester which are easily available materials. CONSTITUTION: (A) An isothiocyanic acid ester of the formula: R-NCS (R is an alkyl, an aryl) and (B) 2,3-dihydrofuran preferably in a large excessive amount are subjected to an addition-cyclization reaction preferably under >=2000 atmospheric pressure (especially 2000-10000 atmospheric pressure) at 0-200 deg.C (especially 20-150 deg.C) usually for 1-50hrs. The reaction solvent includes an aliphatic hydrocarbon solvent, an alicyclic hydrocarbon solvent and an aromatic hydrocarbon solvent.

公开(公告)号：JPH0827148A

公开(公告)日：1996-01-30

申请号：JP16757694

申请日：1994-07-20

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  TSUCHIYA TORU ,  TAGUCHI YOICHI ,  OISHI AKIHIRO

IPC: G03C1/10 ,  A01N43/824 ,  C07D285/00 ,  C07D285/01 ,  C07D417/04 ,  C07D417/14

Abstract: PURPOSE:To readily obtain a dithiazolium salt in good yield and one pot under relatively mild conditions by reacting an N,N-di-substituted thiourea with isothiocyanate in the presence of a strong base and then acidifying and oxidizing the reactional product. CONSTITUTION:(A) An N,N-di-substituted thiourea of formula I (R and R are each an organic group) is reacted with (B) an isothiocyanate of the formula R -N=C=S (R is an organic group) in the presence of a strongly basic alkali metal (compound) such as sodium hydroxide and then, the reactional product solution is acidified and oxidized using an oxidizing agent, e.g. m- chloroperbenzoic acid or hydrogen hydroxide to provide the objective 1,2,4- dithiazolium salt of formula II (X is an acid radical).

公开(公告)号：JPH06220028A

公开(公告)日：1994-08-09

申请号：JP3139893

申请日：1993-01-27

Applicant: AGENCY IND SCIENCE TECHN ,  KONISHIROKU PHOTO IND

Inventor： YASUMOTO MASAHIKO ,  TAGUCHI YOICHI ,  TSUCHIYA TORU ,  TANAKA MARI

IPC: C07D263/56 ,  C07D277/22 ,  C07D277/64 ,  C07D293/10 ,  C09B57/00 ,  G03C1/08

Abstract: PURPOSE:To obtain a chalcogenite compound quaternary salt in high purity in a good yield, while suppressing side reactions, by reacting a compound such as naphthoxazole, naphthothiazole or benzothiazole with a sultone compound under a high pressure. CONSTITUTION:A compound of formula I [R1 is alkyl; R2-R4 are H, substituent; R5 is substituent; X is O, S, Ce, CR6R7, NR8 (R6-R8 are alkyl)] is reacted with a sultone compound under a high pressure of >=500 atmospheric pressure, especially >=2000 atmospheric pressure, to produce a compound of formula II (J is alkylene). Examples of the compound of formula I include 2- methylnaphtho[1,2-d]oxazole of formula III, 2-methylnaphtho[1,2-d]thiazole of material IV, and 2,4-dimethylbenzothiazole of formula V. The sultone compound is preferably 1,4-butane sultone. Examples of the compound of formula II include compounds of formulas VI-VIII. The quaternary salt of formula II is important as an intermediate for synthesizing photosensitive materials for photography, photosensitive dyestuffs, etc.

公开(公告)号：JPH04364178A

公开(公告)日：1992-12-16

申请号：JP7234591

申请日：1991-03-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  YONEMOTO KATSUMI ,  TSUCHIYA TORU ,  TAGUCHI YOICHI ,  YASUMOTO MASAHIKO

IPC: B01J27/122 ,  B01J27/25 ,  C07B61/00 ,  C07D327/04

Abstract: PURPOSE:To obtain the subject compound which is synthetic intermediate of sulfur-containing organic compounds such as medicines, agricultural chemicals, etc., without using toxic carbonyl sulfide gas by treating a di-substituted dithiocarbamic acid phenacylethyl with a specific soft metal salt. CONSTITUTION:A compound expressed by formula I (R is di-substituted amino; Ar is phenyl which may have a substituent group) is reacted with a salt of soft metal such as silver, copper (I) or mercury (II) (preferably a silver salt), preferably in an organic solvent such as alcohols in the presence of a strong acid to provide the objective compound expressed by formula II (X is silver radical).

公开(公告)号：JPH02290258A

公开(公告)日：1990-11-30

申请号：JP30360289

申请日：1989-11-22

Applicant: AGENCY IND SCIENCE TECHN

Inventor： MIZUKAMI FUJIO ,  NIWA SHUICHI ,  TSUCHIYA TORU ,  SHIMIZU KAZUO ,  IMAMURA JUICHI

IPC: B01J21/06 ,  B01J21/08 ,  B01J21/12 ,  B01J23/10 ,  B01J23/46 ,  B01J23/74 ,  B01J23/755 ,  B01J37/03

Abstract: PURPOSE:To manufacture a porous high dispersing metal catalyst of high performance by mixing an oxygen contained organic metal compound and easily reducing metal salt in the liquid of a polar compound having multidentate or crosslinking coordination power and then gelatinizing and heat treating said gel at low temperature. CONSTITUTION:Alcoxide such as gel aluminum and titanium, an oxygen contained organic metal compound such as a diketone compound and easily reducing metal salt such as copper, silver, iron or the like are mixed in polar compound contained solution having multidentate or crosslinking coordination power such as bivalent alcohol or amino at 10-200 deg.C. Then, the hydrolysis is carried out for the same and the whole of sol is gelatinized from uniform sol. Then, said gel is heat treated in reduced atmosphere after low temperature drying at 30-200 deg.C, to scatter a polar compound and reduce the reducing metal salt into metal. Thus, a metal catalyst highly dispersed in a multi-component non-crystalline metal oxide is manufactured, which forms the catalyst of high performance.